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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 34, 2004 - Issue 24
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Original Articles

Enantioselective Aldol‐Type Reaction Using Diketene

Takahiro Kawase The Institute of Scientific and Industrial Research (ISIR), Osaka University, Mihogaoka, Ibaraki, Osaka, 567‐0047, Japan
,
Shinobu Takizawa The Institute of Scientific and Industrial Research (ISIR), Osaka University, Mihogaoka, Ibaraki, Osaka, 567‐0047, Japan
,
Doss Jayaprakash The Institute of Scientific and Industrial Research (ISIR), Osaka University, Mihogaoka, Ibaraki, Osaka, 567‐0047, Japan
&
Hiroaki Sasai The Institute of Scientific and Industrial Research (ISIR), Osaka University, Mihogaoka, Ibaraki, Osaka, 567‐0047, JapanCorrespondence[email protected]
Pages 4487-4492 | Received 24 May 2004, Published online: 10 Jan 2011
 
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Abstract

An aldol‐type reaction catalyzed by a Ti‐(S)‐BINOL complex using with a diketene as substrate is described herein. The complex derived from 1.0 molar equivalent of Ti(O‐i‐Pr)4 and 2.0 molar equivalents of (S)‐BINOL gave (S)‐isopropyl 5‐hydroxy‐7‐phenyl‐3‐oxo‐6‐heptenoate with high enantioselectivity.

Acknowledgments

We thank the technical staff at the Materials Analysis Center of our institute.

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