Current time in Korea 15:11 May 12 (Wed) Year 2021 KCS KCS Publications
KCS Publications
My Journal  Log In  Register
HOME > Search > Browsing(BKCS) > Archives

Bulletin of the Korean Chemical Society (BKCS)

ISSN 0253-2964(Print)
ISSN 1229-5949(Online)
Volume 13, Number 1
BKCSDE 13(1)
January 20, 1992 

Regioselectivity in the Cycloaddition Reactions of t-Butyl Trimethylsilyl Thioketone with 1,3-Butadienes
Kyung-Tae Kang*, Chi Hyo Park, Ung Chan Yoon
Thermal cycloaddition of t-butyl trimethylsilyl thioketone (1) with 2-substituted dienes such as isoprene and 2-trimethylsilyloxy-1,3-butadiene occurred smoothly at 80℃ to afford regioiomeric mixtures of cycloadducts. On the other hand, similar treatment of 1 with 1-substituted dienes such as trans-1,3-pentadiene, 1-methoxy-and 1-acetoxy-1,3-butadiene and Danishefsky's diene afforded a single regioisomeric adduct, respectively. Protodesilylation of the silylated adducts 8 and 11 could also be performed with ease.
41 - 45
Full Text