KetoneAldehydeAnswers

KetoneAldehydeAnswers - Practice Problems - Ketones...

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1 Practice Problems - Ketones Reactions OH OH O H+ + CH 3 O O H+ H+ EtOH HS HS BuLi Br H 2 N-NH 2 NaOH O O CH 3 CO 2 Et + NaOEt PCC Ph 3 P CHO (1 equiv.) Ph 3 P (1 equiv.) 1) NaH 2) HCHO 3) Heat HS O 1) NaH 2) CH 3 Br P, Br 2 O - Na + CH 3 ONa O - Na + CHO 1) P, Br 2 2) PPh 3 3) NaOH
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2 Practice Problems - Ketones Reactions CH 3 O O OO O OCH 3 O Si Si (acetal formation) H+ O OH OH HO HO OH beta-D-galactose hemiacetal opening HS O SH H+ Ref: Synlett 2004 , 13 , 2281-2286. O OCH 3 OCH 3 HO HO N(CH 3 ) 2 O H+ O NH 2 NH NH-NH 2 NaOH RaNi HF (acidic conditions)
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3 Practice Problems - Ketones Reactions EtO 2 C CO 2 Et NaOEt O O O O O (make using Wittig) LiAlH4 O3 Zn, HOAc PhSH this is a prostaglandin N O tropinone CHO CHO CH 3 NH 2 CO 2 CH 3 CO 2 CH 3 O (show the mechanism for this transformation) + + NaOCH 3 /NaOH O + OH H+ CO 2 Et CO 2 Et CH 3 CO 2 Et NaOEt PhCHO + CH 3 CH 2 CHO NaOH
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4 Practice Problems - Ketones Reactions Propose synthetic steps to carry the transformations shown below (the number of steps may vary) Br Br Propose synthetic steps to carry the transformations shown below (the number of steps may vary) OH OH Heat
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This note was uploaded on 10/04/2010 for the course BIOL 200 taught by Professor Bureau during the Spring '06 term at McGill.

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KetoneAldehydeAnswers - Practice Problems - Ketones...

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