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Mukaiyama Reactions of a Silyl Enol Ether with Heteroatom-Substituted β-Formyl Esters

✍ Scribed by Angert, Hubert ;Czerwonka, Regina ;Reißig, Hans-Ulrich

Book ID
102902598
Publisher
John Wiley and Sons
Year
1997
Tongue
English
Weight
599 KB
Volume
1997
Category
Article
ISSN
0947-3440

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ChemInform Abstract: Mukaiyama Reactions
ChemInform Abstract: Mukaiyama Reactions of a Silyl Enol Ether with Heteroatom-Substituted β-Formyl Esters.
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Additions of Silyl Enol Ethers to β-Form
Additions of Silyl Enol Ethers to β-Formyl Esters - a Chelate-controlled Synthesis of the Pheromone (+)-Eldanolide
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## Abstract Chelate‐controlled Mukaiyama reaction of silyl enol ethers 2a, 2b, 2c, and 2d with β‐formylcarboxylate 1 in the presence of TiCl~4~ provided γ‐lactones 3a, 3b, 3c, and 3d in very good yields and with good to excellent __trans__ selectivities. The use of BF~3~, SnCl~4~, and SnBr~4~ as Le