Résumé
a-Santalol (Z-I) can be prepd. from the readily available 8-bromotricyclene (II) in a one-flask procedure under perfect regio- and stereocontrol. [on SciFinder (R)]
Détails
Titre
A shortcut to a-santalol
Auteur(s)
Schlosser, Manfred ; Zhong, Guo Fu
Publié dans
Tetrahedron Letters
Volume
34
Numéro
34
Pages
5441-4
Date
1993
ISSN
0040-4039
Mots-clés (libres)
Regiochemistry; Stereochemistry (of hydroxylation of b-santalene); Alkylation (of potassioisoprene by bromotricyclene; a-santalene from); Hydroxylation (of a-santalene; regioselective and stereoselectivity in); santalol regiocontrolled stereocontrolled total synthesis; bromotricyclene stereocontrolled conversion santalol
Note
CAN 120:107378
30-15
Terpenes and Terpenoids
Inst. Chim. Org.,Univ. Lausanne,Lausanne,Switz.
Journal
written in English.
152578-86-4 Role: RCT (Reactant), RACT (Reactant or reagent) (agent for hydroxylation of a-santalene); 52645-83-7 Role: RCT (Reactant), RACT (Reactant or reagent) (alkylation by, of potassioisoprene, a-santalene from); 152096-85-0 Role: RCT (Reactant), RACT (Reactant or reagent) (coupling reaction of, with (methallyl)magnesium chloride); 152096-83-8P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. and epoxide rearrangement of); 22527-23-7P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. and hydroxylation of, regio- and stereocontrol in); 152186-23-7P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. and isomerization of); 153838-36-9P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. and oxidn. of); 19903-70-9P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. and redn. of); 115-71-9P (a-Santalol); 14490-17-6P; 152096-84-9P; 152186-24-8P; 152186-25-9P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. of); 152186-26-0 Role: RCT (Reactant), RACT (Reactant or reagent) (tosylation of)
30-15
Terpenes and Terpenoids
Inst. Chim. Org.,Univ. Lausanne,Lausanne,Switz.
Journal
written in English.
152578-86-4 Role: RCT (Reactant), RACT (Reactant or reagent) (agent for hydroxylation of a-santalene); 52645-83-7 Role: RCT (Reactant), RACT (Reactant or reagent) (alkylation by, of potassioisoprene, a-santalene from); 152096-85-0 Role: RCT (Reactant), RACT (Reactant or reagent) (coupling reaction of, with (methallyl)magnesium chloride); 152096-83-8P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. and epoxide rearrangement of); 22527-23-7P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. and hydroxylation of, regio- and stereocontrol in); 152186-23-7P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. and isomerization of); 153838-36-9P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. and oxidn. of); 19903-70-9P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. and redn. of); 115-71-9P (a-Santalol); 14490-17-6P; 152096-84-9P; 152186-24-8P; 152186-25-9P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. of); 152186-26-0 Role: RCT (Reactant), RACT (Reactant or reagent) (tosylation of)
Laboratoires
LSCO
Le document apparaît dans
Production scientifique et compétences > SB - Faculté des sciences de base > SB Archives > LSCO - Laboratoire de synthèse organique et catalyse
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Publications validées par des pairs
Travail produit à l'EPFL
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Date de création de la notice
2006-03-03