TY - JOUR
T1 - Silicon-directed selective gamma substitution of an α,β-unsaturated ester
AU - Albaugh-Robertson, Pamela
AU - Katzenellenbogen, John A.
N1 - Funding Information:
Acknowledgement This work was supported by grants from the Natlonal Science Foundation (PCM 80-16752) and the National Institutes of Health (PHS HHS AM-27526). This work was supported In part by the University of Illinois NSF Reglonal Instrumentation Facility (NSF CHE 79-16100) and by the University of Illinois Mass Spectrometry Laboratory (NIH PHS HHS GM-27029).
PY - 1982
Y1 - 1982
N2 - Ethyl 3-methyl-2-trimethylsilyl-3-butenoate (3) undergoes reaction selectively at carbon 4, upon treatment with a Lewis acid and carbonyl compounds, acetals/ketals, acid chlorides, and chloromethyl phenyl sulfide. This overall conversion represents a highly selective gamma substitution on an α,β-unsaturated ester.
AB - Ethyl 3-methyl-2-trimethylsilyl-3-butenoate (3) undergoes reaction selectively at carbon 4, upon treatment with a Lewis acid and carbonyl compounds, acetals/ketals, acid chlorides, and chloromethyl phenyl sulfide. This overall conversion represents a highly selective gamma substitution on an α,β-unsaturated ester.
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U2 - 10.1016/S0040-4039(00)86931-2
DO - 10.1016/S0040-4039(00)86931-2
M3 - Article
AN - SCOPUS:0010642208
SN - 0040-4039
VL - 23
SP - 723
EP - 726
JO - Tetrahedron Letters
JF - Tetrahedron Letters
IS - 7
ER -