2-Alkenylphosphonates and PO-ylides derived thereof in trans selective Horner-Wittig olefination reactions

Allylic PO-ylides generated from dialkyl or diaryl 2-alkenylphosphonates by treatment with a strong base react with aldehydes to afford 1,3-dienes trans-selectively. The newly formed double bond typically exhibits Z/E ratios of 1:99. [on SciFinder (R)]


Published in:
Synlett, 12, 1197-1198
Year:
1996
Keywords:
Note:
CAN 126:103683
21-2
General Organic Chemistry
Institut Chemie Organique,Universite Lausanne,Lausanne,Switz.
Journal
0936-5214
written in English.
97-96-1 (2-Ethylbutanal); 100-52-7 (Benzaldehyde); 107-86-8 (3-Methyl-2-butenal); 123-11-5 (Anisaldehyde); 124-19-6 (Nonanal); 757-54-0; 1067-87-4; 2043-61-0 (Cyclohexanaldehyde); 4088-60-2 (2-Buten-1-ol, (Z)-); 7446-89-1; 15762-25-1; 26327-86-6; 51533-70-1; 51795-72-3; 65087-07-2; 65087-08-3; 101111-39-1; 185980-96-5; 185980-97-6; 185980-98-7; 185980-99-8 Role: RCT (Reactant), RACT (Reactant or reagent) (stereoselective Horner-Wittig olefination with alkenylphosphonates); 26327-87-7P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (stereoselective Horner-Wittig olefination with alkenylphosphonates); 39491-73-1P; 42588-68-1P; 87921-45-7P; 88001-21-2P; 156049-84-2P; 156049-89-7P; 185962-93-0P; 185962-94-1P; 185962-95-2P; 185981-00-4P Role: SPN (Synthetic preparation), PREP (Preparation) (stereoselective Horner-Wittig olefination with alkenylphosphonates)
Laboratories:




 Record created 2006-03-03, last modified 2018-01-27


Rate this document:

Rate this document:
1
2
3
 
(Not yet reviewed)