Title of article :
Total synthesis of (6Z,9S)-3,4-trans-9-hydroxy-3-methyldodec-cis-6-en-4-olide and (6Z)-3,4-trans-9-oxo-3-methyldodec-cis-6-en-4-olide γ-butyrolactones
Author/Authors :
Raju، نويسنده , , Galla and Nomula، نويسنده , , Rajesh and Ramakrishna، نويسنده , , Kallaganti V.S. and Radha Krishna، نويسنده , , Palakodety، نويسنده ,
Issue Information :
هفته نامه با شماره پیاپی سال 2014
Abstract :
The first total synthesis of (6Z,9S)-3,4-trans-9-hydroxy-3-methyldodec-cis-6-en-4-olide and (6Z)-3,4-trans-9-oxo-3-methyldodec-cis-6-en-4-olide was achieved in a convergent pathway. The salient features of our synthesis include Ohira–Bestmann reaction, regioselective alkyne addition to terminal epoxide, TEMPO/BAIB mediated oxidative lactonization, and partial hydrogenation.
Keywords :
Ohira–Bestmann reagent , ?-butyrolactones , Regioselective epoxide ring-opening , Lindlar’s catalyst , total synthesis
Journal title :
Tetrahedron Letters
Journal title :
Tetrahedron Letters