126901-35-7

Upstream product

• 51326-26-2 α-bromo-3-methylcyclohex-2-en-1-one 
• 126901-33-5 (+/-)-2-bromo-3-methylcyclohex-2-en-1-ol 
• 126901-34-6 (+/-)-2-bromo-1-<(tert-butyldimethylsilyl)oxy>-3-methylcyclohex-2-ene 

Downstream Products

• 126901-36-8 4-<(tert-butyldimethylsilyl)oxy>-9,10-secocholesta-5(10),8(14)-dien-6-yne 
• 126901-31-3 (4R,10S)-(-)-(5E,7Z)-9,10-secocholesta-5,7,14-trien-4-ol 
• 127000-13-9 (4R,10R)-(-)-(5E,7Z)-9,10-secocholesta-5,7,14-trien-4-ol 
• 126901-32-4 (4S,10R)-(-)-(5E,7Z)-9,10-secocholesta-5,7,14-trien-4-ol 
• 127000-14-0 (4S,10S)-(-)-(5E,7Z)-9,10-secocholesta-5,7,14-trien-4-ol 
• 126901-27-7 (4R)-(+)-(6Z)-9,10-secocholesta-5⁽¹⁰⁾,6,8⁽¹⁴⁾-trien-4-ol 
• 126901-28-8 (4S)-(-)-(6Z)-9,10-secocholesta-5⁽¹⁰⁾,6,8⁽¹⁴⁾-trien-4-ol 
• 126901-29-9 9,10-secocholesta-5⁽¹⁰⁾,8⁽¹⁴⁾-dien-6-yn-4-ol 

Relevant academic research and scientific papers

Hydroxyl-Directing Effects on -Sigmatropic Hydrogen Migrations

Previous stereomechanistic investigations of thermally induced -sigmatropic shifts of cis-isotachysterol analogues 8 and 14 revealed that an allylic hydroxyl exerts a syn-directing effect on the helicity of this antarafacial process.Studies of cis-isotachysterols 17 and 18, wherein the allylic hydroxyl control element at C1 is relocated to a new position on the steroid, namely C4, were undertaken to develop a better understanding of this eight-electron pericyclic reaction.The rearrangement in isooctane at 98.4 deg C of 17 to 24 and of 18 to 26 and 27 and their equilibrations were studied quantitatively.The results reveal that the hydroxyl syn-facial directing effect on the antarafacial helicity of this rearrangement is retained for 17 and 18 and that the magnitude of this ?-facial selectivity is similar to that observed for 8 and 14.