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Adv. Organic Chemistry > Using Protecting Groups > Flashcards

Using Protecting Groups Flashcards

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1
Q

how can we form beta 1,4-glycosidic linkage between 2 glucoses?

A

nature: enzymes (not efficient in lab/large scale)

synthetically-difficult b/c stereochem, lots of OHs, solubility problems

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2
Q

glycosyl donor

A

suitable L.G. necessary at C1

glycosyl halide activated by lewis base

this is E+

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3
Q

glycosyl acceptor

A

need C-OH unprotected

all other OHs protected

this is Nu

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4
Q

how to only form 1,4 Beta

A

neighboring group participation of C2 blocks bottom p-orbital of C1

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Adv. Organic Chemistry (27 decks)

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