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Morita–Baylis–Hillman Approach toward Formal Total Synthesis of Tamiflu and Total Synthesis of Gabaculine
Author(s) -
Bhowmik Subhendu,
Batra Sanjay
Publication year - 2013
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.201300977
Subject(s) - chemistry , total synthesis , yield (engineering) , formal synthesis , serine , stereochemistry , organic chemistry , enzyme , materials science , metallurgy
A Morita–Baylis–Hillman reaction mediated approach to the formal total synthesis of oseltamivir and the total synthesis of gabaculine is described. This strategy involves the enantiocontrolled preparation of Corey's intermediate in 22 % yield, which is prepared over 11 steps starting from N ‐ tert ‐butoxycarbonyl‐ L ‐serine methyl ester.