Title of article
Facile transformation of 2-azetidinones to unsaturated ketones: application to the formal synthesis of sphingosine and phytosphingosine
Author/Authors
Lee، نويسنده , , Hyeon Kyu and Kim، نويسنده , , Eun-Kyung and Pak، نويسنده , , Chwang Siek Pak، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2002
Pages
4
From page
9641
To page
9644
Abstract
2-Azetidinones were smoothly transformed to unsaturated ketones through the ring opening of activated 2-azetidinone by phosphonate stabilized carbanion and subsequent Horner–Wadsworth–Emmons olefination of the resulting β-ketophosphonates with aldehydes. A formal synthesis of l-erythro-sphingosine and d-lyxo-phytosphingosine from readily available 2-azetidinone was established utilizing this methodology.
Keywords
Phytosphingosine , Horner–Wadsworth–Emmons reaction , Sphingosine , ring-opening , 2-azetidinone
Journal title
Tetrahedron Letters
Serial Year
2002
Journal title
Tetrahedron Letters
Record number
1659758
Link To Document