Conformational control on remote stereochemistry in the intramolecular Pauson-Khand reactions of enynes tethered to homoallyl and homopropargyl alcohols

Sezer, Serdar; Ozdemirhan, Devrim; Sahin, Ertan; Tanyeli, CİHANGİR

doi:10.1016/j.tetasy.2006.11.012

Conformational control on remote stereochemistry in the intramolecular Pauson-Khand reactions of enynes tethered to homoallyl and homopropargyl alcohols

Atıf İçin Kopyala

Sezer S., Ozdemirhan D., Sahin E., Tanyeli C.

TETRAHEDRON-ASYMMETRY, cilt.17, sa.21, ss.2981-2986, 2006 (SCI-Expanded)

Yayın Türü: Makale / Tam Makale
Cilt numarası: 17 Sayı: 21
Basım Tarihi: 2006
Doi Numarası: 10.1016/j.tetasy.2006.11.012
Dergi Adı: TETRAHEDRON-ASYMMETRY
Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
Sayfa Sayıları: ss.2981-2986
Orta Doğu Teknik Üniversitesi Adresli: Evet

Özet

An intramolecular Pauson-Khand reaction of enynes derived from homoallyl and homopropargyl alcohols is described. 2-Furyl substituted homoallyl and homopropargyl alcohols are easily and efficiently resolved through enzymatic resolution in a high ee (93-99%) with a known stereochemistry. Each enantiomerically enriched enyne affords the conformationally most stable diastereomeric cyclopenta[c]pyran ring system. (c) 2006 Elsevier Ltd. All rights reserved.