127000-13-9

Upstream product

• 126901-37-9 (4S)-(+)-4-<(tert-butyldimethylsilyl)oxy>-9,10-secocholesta-5(10),8(14)-dien-6-yne 
• 126901-36-8 (4R)-(+)-4-<(tert-butyldimethylsilyl)oxy>-9,10-secocholesta-5(10),8(14)-dien-6-yne 
• 126901-36-8 4-<(tert-butyldimethylsilyl)oxy>-9,10-secocholesta-5(10),8(14)-dien-6-yne 
• 126901-30-2 (4S)-9,10-secocholesta-5⁽¹⁰⁾,8⁽¹⁴⁾-dien-6-yn-4-ol 
• 126901-29-9 (4R)-9,10-secocholesta-5⁽¹⁰⁾,8⁽¹⁴⁾-dien-6-yn-4-ol 
• 126901-29-9 9,10-secocholesta-5⁽¹⁰⁾,8⁽¹⁴⁾-dien-6-yn-4-ol 
• 127000-19-5 (R)-(+)-1-<(tert-butyldimethylsilyl)oxy>-2-iodo-3-methylcyclohex-2-ene 
• 127000-17-3 (S)-(-)-1-<(tert-butyldimethylsilyl)oxy>-2-iodo-3-methylcyclohex-2-ene 
• 126901-35-7 (+/-)-1-<(tert-butyldimethylsilyl)oxy>-2-iodo-3-methylcyclohex-2-ene 
• 127000-16-2 (R)-(+)-2-bromo-1-<(tert-butyldimethylsilyl)oxy>-3-methylcyclohex-2-ene 
• 127000-16-2 (S)-(-)-2-bromo-1-<(tert-butyldimethylsilyl)oxy>-3-methylcyclohex-2-ene 
• 126901-34-6 (+/-)-2-bromo-1-<(tert-butyldimethylsilyl)oxy>-3-methylcyclohex-2-ene 
• 127000-18-4 (S)-(-)-2-bromo-3-methylcyclohex-2-en-1-ol 
• 127000-15-1 (R)-(+)-2-bromo-3-methylcyclohex-2-en-1-ol 

Downstream Products

• 126901-31-3 (4R,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 

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.