Premium
A Concise Synthesis of (–)‐ and (+)‐ trans ‐Whisky Lactones
Author(s) -
Jiang Xinpeng,
Fu Chunling,
Ma Shengming
Publication year - 2010
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200901058
Subject(s) - chemistry , enantioselective synthesis , electrophile , propargyl , alcohol , organic chemistry , propargyl alcohol , stereochemistry , combinatorial chemistry , catalysis
Concise enantioselective eleven‐step syntheses leading to(–)‐ and (+)‐ trans ‐whisky lactones were developed. Propargyl alcohol was employed as starting material. The reaction sequences include highly diastereoselective electrophilic cyclization of γ‐allenoic acids, dehydroiodination, and hydrogenation.