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Enantioselective Synthesis of α‐Trialkylsilyl Ketones and Aldehydes
Author(s) -
Enders Dieter,
Lohray Braj Bhushan
Publication year - 1987
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.198703511
Subject(s) - enantioselective synthesis , pyrrolidine , chemistry , ketone , stereochemistry , chiral auxiliary , aldehyde , organic chemistry , catalysis
α‐Silylated carbonyl compounds ( R )‐1 with ≥96% ee are obtainable, as shown below, using SAMP as a chiral auxiliary. Compounds 1 constitute some of the most versatile synthetic building blocks. Analogously, RAMP affords ( S )‐ 1 . SAMP is ( S )‐()‐1‐amino‐2‐(methoxymethyl)pyrrolidine; RAMP is the ( R )‐(+) isomer.